CN1414011A - Extraction method of notoginsenoside - Google Patents
Extraction method of notoginsenoside Download PDFInfo
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- CN1414011A CN1414011A CN 02131193 CN02131193A CN1414011A CN 1414011 A CN1414011 A CN 1414011A CN 02131193 CN02131193 CN 02131193 CN 02131193 A CN02131193 A CN 02131193A CN 1414011 A CN1414011 A CN 1414011A
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- arasaponin
- resin
- extracting method
- pseudo
- ginseng
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Abstract
A process for extracting arasaponin from notoginseng features that the strong-polarity macroreticular adsorption resin and the "adsorption-desorption" technology are used.
Description
Technical field
In the present invention relates to the extraction of pharmaceutically active ingredient with separate the extracting method of arasaponin particularly.Utilize strong polar macroporous adsorption resin that the effective constituent of pseudo-ginseng is carried out separation and purification, having of the effective constituent arasaponin silt hemostasis of extracting in the pseudo-ginseng, the effects such as analgesic therapy of invigorating blood circulation can be used for treating cardiovascular and cerebrovascular diseases.
Background technology
The extraction of middle pharmaceutically active ingredient, separation are the committed steps that realizes the modernization of Chinese medicine, how to respect on the traditional basis of Chinese materia medica, finish the extraction separation of Chinese medicine significant part, also are puzzled vast medical worker's problems.Pseudo-ginseng [Panacpseudoginseng var notooginseng (Burk.) Hoo ﹠amp; Tweng or Panac notooginseng (Burk.) F.H., have another name called Radix Notoginseng, pseudo-ginseng, mountain seven, invaluable] be distributed in the very low ranges such as Yunnan Province of China mountain of papers and Guangxi Zhuang Autonomous Region, it is China's tradition rare traditional Chinese medicine, its flavor is quite like genseng, can " analgesic therapy of styptic powder blood " and control all blood troubles.The chemical ingredients of pseudo-ginseng mainly contains compositions such as saponin(e, flavones, amino acid, polysaccharide, sterol, inorganics, volatile oil and grease.In recent years along with deep discussion, proved that arasaponin is main active ingredient of its performance drug effect, simultaneously in that pseudo-ginseng contained in 28 in the saponin(e again with the ginsenoside Rg to pseudo-ginseng chemical ingredients and pharmacological effect relation
1, Re, Rb
1And Panax Notoginseng saponin R
1Physiologically active comparatively clear and definite, aspect such as that its pharmacological action is mainly reflected in is hypotensive, reducing blood-fat, resisting oxidation free radical, microcirculation improvement, atherosclerosis and anti-inflammatory is mainly used in treatment of diseases such as coronary heart disease, cerebral embolism clinically.Up to the present, be divided in the pseudo-ginseng from identifying 28 kinds of saponin components, be dammarane type, do not contain peculiar oleanolic acid type saponin in the genseng, wherein Protopanaxatriol's type saponin is 13 kinds, and 15 kinds of protopanoxadiol type saponins, total saponin content are 6.24%--10.32%, triol type saponin is 3: 1 with diol type saponin content ratio in the pseudo-ginseng, and its structure and kind see Table 1.
The extraction of relevant arasaponin at present mainly contain solvent extration, common macroporous adsorbent resin method [Tang's light. the macroporous adsorbent resin method is extracted the Radix Notoginseng total arasaponins craft discussion. Chinese patent medicine, 1990,12 (8): 5-6; Liu Zhongqiu, Cai Xiong relies little equality, the technical study of enriching and purifying macroporous resin Radix Notoginseng total arasaponins, Chinese experimental pharmacology of traditional Chinese medical formulae magazine, 2001,7 (3): 4-6], chromatography.Mainly by physisorption enrichment arasaponin, its selectivity is bad for the low-pole macroporous adsorbent resins such as D101, AB-8 that Tang's light, Liu Zhongqiu etc. adopt, and resulting product purity is not high, and color and luster is relatively poor.Being based upon simultaneously with the total saponin content is the quality standard of quality control index, can not reflect the inherent variation of forming of Radix Notoginseng total arasaponins, thereby brings uncertainty for the stability, curative effect etc. of Chinese medicine preparation.
Chinese patent CN 1334267A discloses " preparation method of Radix Notoginseng total glucosides ", and processing step comprises pulverizing → lixiviate → concentrated → clarification → macroporous adsorbent resin desugar → ion-exchange resin decolorization → concentrated → spraying drying → finished product Radix Notoginseng total glucosides of pseudo-ginseng raw material.Chinese patent CN 93105774 discloses " notoginseng total saponin medicines and preparation method thereof ", and processing step comprises pseudo-ginseng raw material → immersion → pulverizing → lixiviate → essence filter → concentrated → chromatography → decolouring → filtration → concentrated → drying → finished product.Above-mentioned preparation method is by the cooperation of clarification, decolouring or chromatography, decolouring, though obtained having the arasaponin product of higher degree, technology is comparatively loaded down with trivial details.Every increase by one procedure can make product loss about 5% in the traditional Chinese medicine extraction process.Therefore we can say, though more than two patented technologies obtained the product of higher degree, be the cost that drops to productive rate.Pseudo-ginseng is a rare traditional Chinese medicine, and the raising of productive rate also means the increase greatly of economic benefit, therefore how to reduce the loss of compound components of panax notoginseng when obtaining high purity product, also becomes the problem that medical producer generally is concerned about.
Summary of the invention
The extracting method that the purpose of this invention is to provide a kind of arasaponin.The present invention has only realized " adsorption-desorption " single stage method, and technology is simple, produces and obtains higher degree by the ginsenoside Rg
1, Re, Rb
1And Panax Notoginseng saponin R
1The compound white products of forming, content height, the steady quality of these four kinds of saponin(es in this product, color and luster is good, is the Chinese medicine preparation that raw material is made with it, will satisfy the requirement of modernized Chinese medicine fully.Cost of the present invention is low, the saponin(e loss is little, quality product is high.
The present invention includes following step:
1) with the pseudo-ginseng raw material pulverizing, extract with the ethanolic soln diacolation of 25-95% or ethanolic soln heat, after extracting solution reclaims ethanol, with 4-5 water dilution doubly, filter clear aqueous solution;
2) clear aqueous solution is fed in the resin column that strong Polar Adsorbent Resin is housed adsorb the water washing of pH2-8, the ethanolic soln wash-out of 25-95%; The flow velocity of absorption, washing, desorb be 0.2-5 bed volume/hour;
3) stripping liquid promptly gets white products through concentrating under reduced pressure, vacuum-drying.
Described resin is strong polarity quaternary amine base polymeric adsorbent; The volume ratio of described raw material weight and resin is 1: 1-5; Described resin column footpath and post height ratio are 1: 1～20.
The present invention obtains that color and luster is good, content is high, stay-in-grade product, comprises the ginsenoside Rg
1〉=30%, Re, 〉=5.0%, Rb
1〉=5.0% and Panax Notoginseng saponin R
1〉=20.2%.
The advantage that the present invention compared with prior art has is: the present invention is according to the composition of pseudo-ginseng ingredient and the constructional feature of arasaponin, select the multi-functional absorption resin of the strong polarity of the macropore that has a certain amount of commutative functional group for use---strong polarity quaternary amine base polymeric adsorbent (ADS-2), its synthetic method is seen: history is done clear etc.Synthetic and the application in the stevioside extraction separation of quaternary amine base polymeric adsorbent, ion-exchange and absorption, 2001,17 (2): 117-122; This resin relies on the physical adsorption of the Van der Waals force on surface, the chemisorption of functional group, the adsorption by hydrogen bond of functional group, and three's synergy is adsorbed the chemical ingredients in the extracting solution.The absorption characteristics of this resin broad spectrum, as if the purpose of pharmaceutically active ingredient is to deviating from and in our purifying, but the absorption characteristics of inventor's binding resin and the constitutional features of the isolating chemical ingredients of wanting, select suitable eluent targetedly, only promptly obtain the composite prod of each monomer saponin of high purity pseudo-ginseng by " adsorption-desorption " single stage method simple production technology, reached when making Chinese medicine pseudo-ginseng active principle obtain making with extra care purifying, do not influence again its be used for disease prevention and when treatment specific aim and many targets property, kept the Chinese medicine characteristic well; Compare with traditional solvent extration, technology is simple, do not use toxicity and volatile organic solvent in the technical process, and safe and reliable, production cost is lower.The present invention compares with other polymeric adsorbent or chromatography, does not need being used of solvent extraction or desalination bleaching resin, has simplified production technique greatly, has improved productive rate, and a step can obtain that color and luster is good, content is high, stay-in-grade product.In order to illustrate advantage the present invention that the present invention and the comparison of ordinary resin series process had two kinds of methods are compared, the results are shown in Table 2.
The different extraction process gained of table 2 arasaponin quality product and productivity ratio are
HPLC purity % productive rate %
Product
Color and luster
Rg
1Re Rb
1R
1The extract arasaponin
A 17.4 3.69 3.75 15.6 13.6 5.5 larks
B 32.7 5.62 6.01 20.5 7.20 4.67 whites
C 32.5 5.46 5.69 22.4 8.23 5.44 whites
Annotate: product A obtains for utilizing common polymeric adsorbent D101 to separate in the table 2; Product B obtains for utilizing common polymeric adsorbent AB-8 to separate with decolorizing resin D290 series process; Products C is to utilize the used strong polarity quaternary amine base polymeric adsorbent ADS-2 of the present invention separating obtained.From the table data as can be seen, common polymeric adsorbent products obtained therefrom purity is lower, color and luster is relatively poor.Products C is compared with product B, and purity is similar with color and luster, owing to saved the decolouring step in the production process, makes the productive rate of arasaponin improve about 1%.
The arasaponin that the present invention extracts not only can be used for prevention and treatment cardiovascular and cerebrovascular diseases, especially with the result of treatment the best to cerebrovascular disease, and can be used for other hemorrhage and extravasated blood treatment of diseases.The intermediate that the present invention extracts can be made oral preparations and injection, also can replace pseudo-ginseng to be used as medicine, for Chinese medicine the modernization exploitation a new small stream footpath is provided.
Embodiment
Embodiment 1
20 gram pseudo-ginseng are pulverized, the aqueous ethanolic solution thermal backflow of 80% concentration, after extracting solution reclaimed ethanol, thin up was to 100-120ml, filtering clear aqueous solution.The aqueous solution that obtains is fed the resin column (post footpath 15mm is equipped with the 50ml resin) that the ADS-2 resin is housed, with the water washing of the pH=6 of 100ml, with the alcohol desorption of 200ml 50%, the flow velocity of absorption, washing, desorb be 0.5 times of bed volume/hour.Stripping liquid promptly gets white powder arasaponin extract 1.72g through concentrating under reduced pressure, vacuum-drying, pulverizing, and productive rate is 8.60%.Analyze through Waters484 type High Performance Liquid Chromatography, the result is: product purity is the ginsenoside Rg
131.7%, Re 5.40%,, Rb
15.79% and Panax Notoginseng saponin R
121.7%.
Embodiment 2
20 gram pseudo-ginseng are pulverized, the aqueous ethanolic solution thermal backflow of 80% concentration, after extracting solution reclaimed ethanol, thin up was to 100-120ml, filtering clear aqueous solution.The aqueous solution that obtains is fed the resin column (post footpath 15mm is equipped with the 50ml resin) that the ADS-2 resin is housed, with the water washing of 100ml, with the alcohol desorption of 200ml 70%, the flow velocity of absorption, washing, desorb be 1 times of bed volume/hour.Stripping liquid promptly gets white powder arasaponin extract 1.62g through concentrating under reduced pressure, vacuum-drying, pulverizing, and productive rate is 8.10%.Analyze through Waters484 type High Performance Liquid Chromatography, the result is: product purity is the ginsenoside Rg
131.1%, Re, 5.23%,, Rb
15.42% and Panax Notoginseng saponin R
120.1%.
Embodiment 3
The 10kg pseudo-ginseng is pulverized, the aqueous ethanolic solution thermal backflow of 80% concentration, after extracting solution reclaimed ethanol, thin up was to 60L, filtering clear aqueous solution.The aqueous solution that obtains is fed the resin column (post footpath 500mm is equipped with the 20L resin) that the ADS-2 resin is housed, with the water washing of 40L, with the alcohol desorption of 100L 50%, the flow velocity of absorption, washing, desorb be 1 times of bed volume/hour.Stripping liquid promptly gets white powder arasaponin extract 823g through concentrating under reduced pressure, vacuum-drying, pulverizing, and productive rate is 8.23%.Analyze through Waters484 type High Performance Liquid Chromatography, the result is: product purity is the ginsenoside Rg
133.4%, Re 5.43%, Rb
15.22% and Panax Notoginseng saponin R
120.5%.
The structure of contained saponin and kind in table 1 pseudo-ginseng
| ?Sapoion | ?R 1 | ?R 2 | ?R 3 |
| ?Rb 1 | ?Glc2-1Glc | ?Glc6-1Glc | |
| ?Rb 2 | ?Glc2-1Glc | ?Glc6-1Ara(Pyr) | |
| ?Rb 3 | ?Glc2-1Glc | ?Glc6-1Xyl | |
| ?Rh 2 | ?Glc | ?H(R?configuration) | |
| ?Rh 3 | ?Glc | ?A | |
| ?Rc | ?Glc2-1Glc | ?Glc6-1Ara(Fur) | |
| ?Rd | ?Glc2-1Glc | ?Glc | |
| ?Rg 3 | ?Glc2-1Glc | ?H | |
| ?R 7 | ?Glc | ?B | |
| ?GypenosideVII | ?Glc | ?Glc6-1Glc | |
| ?GypenosideIX | ?Glc | ?Glc6-1Xyl | |
| ?Fa | ?Glc2-1Glc2-1Xyl | ?Glc6-1Glc | |
| ?Fc | ?Glc2-1Glc2-1Xyl | ?Glc6-1Xyl | |
| ?Fe | ?Glc | ?Glc6-1Ara(Fur) | |
| ?F 2 | ?Glc | ?Glc | |
| ?R 1 | ?H | ?Glc2-1Xyl | ?Glc |
| ?R 2 | ?H | ?Glc2-1Xyl | ?H |
| ?R 3 | ?H | ?Glc | ?Glc |
| ?R 4 | ?Glc2-1Glc | ?H | ?Glc6-1Glc6-1Xyl |
| ?R 6 | ?H | ?Glc | ?Glc6-1Glc |
| ?R 8 | ?H | ?Glc | ?H(S?configuration) |
| ?R 9 | ?H | ?Glc | ?H(R?configuration) |
| ?B 1 | ?H | ?Glc | ?C |
| ?Re | ?H | ?Glc2-1Pha | ?Glc |
| ?Rf | ?H | ?Glc2-1Glc | ?Glc |
| ?Rg 1 | ?H | ?Glc | ?Glc |
| ?Rg 2 | ?H | ?Glc2-1Phr | ?H |
| ?Rh 1 | ?H | ?Glc | ?H |
3，20-Diol-ginsenoside???????????????????????3，6，20-t?riol-ginsenoside
Claims (4)
1, the extracting method of a kind of arasaponin comprises the ginsenoside Rg
1〉=30%, Re, 〉=5.0%, Rb
1〉=5.0% and Panax Notoginseng saponin R
1〉=20.0%, it is characterized in that it comprises the steps:
1) with the pseudo-ginseng raw material pulverizing, extract with ethanolic soln diacolation or ethanolic soln heat, after extracting solution reclaims ethanol, with 4-5 water dilution doubly, filter clear aqueous solution;
2) clear aqueous solution is fed in the resin column that strong Polar Adsorbent Resin is housed adsorb the water washing of pH2-8, the ethanolic soln wash-out of 25-95%; The flow velocity of absorption, washing, desorb be 0.2-5 bed volume/hour;
3) stripping liquid promptly gets white products through concentrating under reduced pressure, vacuum-drying.
2, the extracting method of arasaponin according to claim 1 is characterized in that described resin is strong polarity quaternary amine base polymeric adsorbent.
3, the extracting method of arasaponin according to claim 1 and 2, the volume that it is characterized in that described raw material weight and resin is 1: 1-5.
4, the extracting method of arasaponin according to claim 1 is characterized in that described resin column footpath and post height ratio are 1: 1～20.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 02131193 CN1414011A (en) | 2002-10-17 | 2002-10-17 | Extraction method of notoginsenoside |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 02131193 CN1414011A (en) | 2002-10-17 | 2002-10-17 | Extraction method of notoginsenoside |
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| Publication Number | Publication Date |
|---|---|
| CN1414011A true CN1414011A (en) | 2003-04-30 |
Family
ID=4746592
Family Applications (1)
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|---|---|---|---|
| CN 02131193 Pending CN1414011A (en) | 2002-10-17 | 2002-10-17 | Extraction method of notoginsenoside |
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Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100446780C (en) * | 2007-05-18 | 2008-12-31 | 黑龙江省珍宝岛制药有限公司 | Method for preparing injection preparation of freeze drying powder of Xuesaitong |
| CN102086223A (en) * | 2009-12-07 | 2011-06-08 | 北京本草天源药物研究院 | Method for preparing ginsenoside Rg1 |
| CN1771978B (en) * | 2004-11-09 | 2011-06-08 | 成都华神集团股份有限公司制药厂 | Notoginseng triol-saponin composition and its preparation and use |
| CN101642479B (en) * | 2009-07-17 | 2011-10-26 | 上海市静安区科学技术协会 | Pseudo-ginseng effective component R, pharmaceutical composition thereof, preparation and usage thereof |
| CN101323635B (en) * | 2008-07-25 | 2012-05-23 | 中国科学院昆明植物研究所 | Panax notoginseng saponins ST-4, and medicinal composition, preparation and use thereof |
| CN102519225A (en) * | 2011-12-27 | 2012-06-27 | 广西梧州制药（集团）股份有限公司 | Vacuum drying method of traditional Chinese medicine extracts |
| CN103462009A (en) * | 2013-09-04 | 2013-12-25 | 云南七丹药业股份有限公司 | Traditional Chinese medicine extract for assisting reduction of blood fat and preparation method thereof |
| CN103520193A (en) * | 2009-09-24 | 2014-01-22 | 昆明制药集团股份有限公司 | Pharmaceutical composition and preparation method thereof |
| CN104774237A (en) * | 2014-01-09 | 2015-07-15 | 天津天士力之骄药业有限公司 | Preparation method of zingibroside R1 |
| CN105801657A (en) * | 2014-12-30 | 2016-07-27 | 广西梧州制药（集团）股份有限公司 | Method for purifying ginsenosides Re and Rd in total saponins of Panax notoginseng |
| CN108309999A (en) * | 2018-05-04 | 2018-07-24 | 南方医科大学 | A kind of pharmaceutical composition of prevention atherosclerosis |
| CN109731024A (en) * | 2019-03-12 | 2019-05-10 | 伏晓鹏 | A kind of preparation method of green pepper wormwood artemisia fish oil treasured |
| US10300030B2 (en) | 2013-08-29 | 2019-05-28 | Tasly Pharmaceutical Group Co., Ltd. | Traditional Chinese medicine composition |
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2002
- 2002-10-17 CN CN 02131193 patent/CN1414011A/en active Pending
Cited By (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1771978B (en) * | 2004-11-09 | 2011-06-08 | 成都华神集团股份有限公司制药厂 | Notoginseng triol-saponin composition and its preparation and use |
| CN100446780C (en) * | 2007-05-18 | 2008-12-31 | 黑龙江省珍宝岛制药有限公司 | Method for preparing injection preparation of freeze drying powder of Xuesaitong |
| CN101323635B (en) * | 2008-07-25 | 2012-05-23 | 中国科学院昆明植物研究所 | Panax notoginseng saponins ST-4, and medicinal composition, preparation and use thereof |
| CN101642479B (en) * | 2009-07-17 | 2011-10-26 | 上海市静安区科学技术协会 | Pseudo-ginseng effective component R, pharmaceutical composition thereof, preparation and usage thereof |
| CN103520193A (en) * | 2009-09-24 | 2014-01-22 | 昆明制药集团股份有限公司 | Pharmaceutical composition and preparation method thereof |
| CN102086223B (en) * | 2009-12-07 | 2014-07-02 | 北京本草天源药物研究院 | Method for preparing ginsenoside Rg1 |
| CN102086223A (en) * | 2009-12-07 | 2011-06-08 | 北京本草天源药物研究院 | Method for preparing ginsenoside Rg1 |
| CN102519225A (en) * | 2011-12-27 | 2012-06-27 | 广西梧州制药（集团）股份有限公司 | Vacuum drying method of traditional Chinese medicine extracts |
| US10300030B2 (en) | 2013-08-29 | 2019-05-28 | Tasly Pharmaceutical Group Co., Ltd. | Traditional Chinese medicine composition |
| CN103462009A (en) * | 2013-09-04 | 2013-12-25 | 云南七丹药业股份有限公司 | Traditional Chinese medicine extract for assisting reduction of blood fat and preparation method thereof |
| CN104774237A (en) * | 2014-01-09 | 2015-07-15 | 天津天士力之骄药业有限公司 | Preparation method of zingibroside R1 |
| CN104774237B (en) * | 2014-01-09 | 2017-10-13 | 天津天士力之骄药业有限公司 | A kind of Panax zingiberensis C.Y.Wu. Et Feng saponin(e R1 preparation method |
| CN105801657A (en) * | 2014-12-30 | 2016-07-27 | 广西梧州制药（集团）股份有限公司 | Method for purifying ginsenosides Re and Rd in total saponins of Panax notoginseng |
| CN105801657B (en) * | 2014-12-30 | 2018-04-10 | 广西梧州制药（集团）股份有限公司 | The method that ginsenoside Re and Rd are purified from arasaponin |
| CN108309999A (en) * | 2018-05-04 | 2018-07-24 | 南方医科大学 | A kind of pharmaceutical composition of prevention atherosclerosis |
| CN109731024A (en) * | 2019-03-12 | 2019-05-10 | 伏晓鹏 | A kind of preparation method of green pepper wormwood artemisia fish oil treasured |
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